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The tiny fishing port of Tobermory (pop. 700), on the Isle of Mull off Scotland's west coast, is another of Franchitti's favorite destinations. The town faces the mainland, which sits across the narrow Sound of Mull. Just around the northern edge of the island, where the sound meets the Atlantic Ocean, the sailing can pick up considerably. "When you lose the shelter of the island," says Franchitti, "it can get pretty rough."

Along with Oban and Croabh, Tobermory hosts the West Highland Yachting Week event every August. "The sailors tend to end up always in the same pub," says Franchitti, along the town's colorful main street on the harbor. "It's kind of like Portofino in Italy, but colder."